Claims Senior Training Specialist

Olympus Insurance Company; Jacksonville (FL); On-site; USD 70,000 - 95,000; Full time

Benefits offered by this job

Medical plans

Dental plans

Vision plan

Life insurance

Disability insurance

401(k) with company match

Paid time off

Education assistance

Wellness lunch and learning

Pet insurance

Discount programs

Welcoming office environment

Job summary

Olympus Insurance Company is seeking a Senior Training Specialist to design, develop, and deliver comprehensive training programs across Property Claims, Commercial Claims, and our Concierge Program. You will onboarding new hires and develop advanced technical training while collaborating with leaders, SMEs, and QA to continuously improve programs.

You will translate complex insurance concepts into practical curriculum and learning resources, ensuring compliance and ongoing employee growth.

Qualifications

• Experience designing, developing, and facilitating training for both new and experienced employees.
• Experience creating engaging learning content for technical, complex, or regulated environments.
• Property & Casualty insurance experience with understanding of Claims operations.
• Bachelor’s degree or combination of education and relevant professional experience.

Responsibilities

• Design and facilitate onboarding, technical development, cross-training, and advanced learning for employees.
• Turn complex information into approachable curriculum, job aids, assessments, and resources.
• Keep learning experiences relevant as business, systems, products, and regulatory requirements evolve.
• Partner with leaders, SMEs, QA, and other stakeholders to identify needs and build solutions.

Skills

Training design

Facilitation

Regulated environments

Communication

Relationship-building

Learning content creation

Education

Bachelor’s degree

Job description

Olympus Insurance Company is the premier insurance partner, providing the broadest coverage and superior service for Florida homeowners since 2007. We believe that insurance is a promise, and we honor our commitment to help homeowners navigate life's inevitable storms. Becoming an Olympian means joining a collaborative, people-first culture built on growth, accountability, and connection. Think Ahead. Think Olympus.

What Olympus Offers

We extend our signature White Glove Service to our employees through a comprehensive total rewards package, including:

• Employer-sponsored medical, dental, and vision plans
• Company-paid life insurance, short-term disability, and long-term disability
• 401(k) with company match
• Paid Time Off to include annual PTO, Holidays, Floating Holidays, and Volunteer Time Off
• Education Assistance Program and ongoing professional development opportunities
• Wellness Lunch N Learns
• Employee perks such as pet insurance, discount programs, and a welcoming office environment

At Olympus, we empower you to grow, contribute, and thrive both professionally and personally.

What You'll Do

As our Senior Training Specialist, you’ll have the opportunity to create learning experiences that make a meaningful difference for our employees and our business.

You’ll help shape training across multiple areas of Olympus, with an initial focus on Property Claims, Commercial Claims, and our Concierge Program. From welcoming new employees to developing advanced technical training, you’ll create, facilitate, and continuously improve programs that help people feel prepared and supported throughout their careers.

You’ll also work alongside leaders, subject matter experts, Quality Assurance, and other partners to understand what our teams need and build practical learning solutions together. If you’re curious, collaborative, and passionate about helping others grow, we’d love to hear what you could bring to our team.

Key Responsibilities

• Design and facilitate engaging training for new hires and experienced employees, including onboarding, technical development, cross-training, and advanced learning.
• Turn complex information into approachable curriculum, job aids, assessments, and resources employees can confidently apply in their roles.
• Keep learning experiences relevant as our business, systems, products, and regulatory requirements evolve.

Partner & Grow Together

• Build trusted partnerships with employees, leaders, and subject matter experts to understand learning needs and develop solutions together.
• Collaborate with Quality Assurance to connect training and coaching with opportunities for continued growth and performance improvement.
• Share knowledge and support other trainers and business-unit coaches in strengthening their own facilitation and coaching skills.

Learn From What Works

• Create thoughtful ways to understand whether training is helping employees build knowledge, confidence, and proficiency.
• Use feedback, quality trends, and performance data to celebrate progress and identify opportunities to make learning even better.
• Share meaningful insights with leaders to help guide future learning priorities.

Help Our Teams Navigate Change

• Create learning experiences that help employees feel prepared for new systems, processes, products, and organizational changes.
• Partner with Compliance to ensure programs support regulatory, licensing, and certification requirements.
• Help build learning programs that can evolve as our people and business continue to grow.

What You’ll Bring

• Experience designing, developing, and facilitating training programs for both new and experienced employees.
• Experience creating engaging learning content for technical, complex, or regulated environments.
• Property & Casualty insurance experience with an understanding of Claims operations.
• Strong communication, facilitation, organization, and relationship-building skills.
• A collaborative, people-focused approach with a passion for helping others learn and grow.
• Ability to turn complex information into clear, practical learning experiences.
• Bachelor’s degree or a combination of education and relevant professional experience.
• Training certifications, insurance designations, Quality Assurance experience, and familiarity with Florida property insurance are a plus.

EEO Compliance

Olympus Insurance Company is an equal opportunity employer committed to fostering a diverse, inclusive, and respectful workplace. We prohibit discrimination and harassment of any kind based on race, color, religion, national origin, sex (including pregnancy, childbirth, and related medical conditions), age, disability, genetic information, marital status, sexual orientation, gender identity or expression, veteran or military status, or any other protected characteristic under federal, state, or local law.

This position will remain open until 11/07/2026, or until a sufficient pool of qualified candidates has been identified.